کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1365534 981564 2007 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis and biological activities of glycosphingolipid analogues from marine sponge Aplysinella rhax
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis and biological activities of glycosphingolipid analogues from marine sponge Aplysinella rhax
چکیده انگلیسی

A novel glycosphingolipid, β-d-GalNAcp(1 → 4)[α-d- Fucp(1 → 3)]-β-d-GlcNAcp(1→)Cer (1), isolated from the marine sponge Aplysinella rhax, has a unique structure, with d-fucose and N-acetyl-d-galactosamine attached to a reducing-end N-acetyl-d-glucosamine through an α1 → 3 and β1 → 4 linkage, respectively. We synthesized glycolipid analogues carrying a 2-branched fatty alkyl residue or a 2-trimethylsilyl ethyl residue in place of ceramide (2 and 3), non-natural type trisaccharide analogue containing an l-fucose residue (4), and other analogues (5 and 6). Among these prepared compounds, 2 showed the most potent nitric oxide (NO) production inhibitory activity against LPS-activated J774.1 cells. In addition, their structure–activity relationships were established.

A novel glycosphingolipid analogue β-d-GalNAcp(1-4)[α-d-Fucp(1-3)]-β-d-GlcNAcp(1-R) (2) and some non-natural type trisaccharide analogues were synthesized, and their ability to inhibit the nitric oxide release was also examined.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 17, Issue 21, 1 November 2007, Pages 5912–5915
نویسندگان
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